HRID643643

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID433294

Lithium chloride

ClLi

结构：CC(C)(C)OC(=O)Nc1cc[c]([Sn]([CH3])([CH3])[CH3])cc1

HCID19692795

未命名化合物

结构：COc1cccc(-c2nc(OS(=O)(=O)C(F)(F)F)co2)c1

HCID59262976

未命名化合物

PRODUCTS

生成物

结构：COc1cccc(-c2nc(-c3ccc(NC(=O)OC(C)(C)C)cc3)co2)c1

HCID59262979

未命名化合物

收率 73%

AUXILIARIES

试剂、催化剂与溶剂

结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1

催化剂HCID178418397

未命名化合物

溶剂HCID31275

1,4-Dioxane

C4H8O2

CONDITIONS

反应条件

温度: 100 °C

PROCEDURE

实验过程

In a sealable tube, 17 (436 mg, 1 eq), tert-butyl 4-(trimethylstannyl)phenylcarbamate (600 mg, 1.25 eq), LiCl (280 mg, 4 eq), Pd(PPh3)4 (77 mg, 5%) were mixed in 10 ml of dioxane. The tube was sealed and heated for 1 night at 100° C., cooled to RT, evaporated and purified by flash chromatography (SiO2, hexane/AcOEt, 85/15) giving 18 as a white solid in 73% yield.

WORKUP

后处理

customThe tube was sealed
temperaturecooled to RT
customevaporated
custompurified by flash chromatography (SiO2, hexane/AcOEt, 85/15)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-353e6c210d474b88819ca5b99aacaeca
来源数据集: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07700616B2
来源说明: uspto-grants-2010_04

反应 SMILES

FC(F)(F)S(O[C:7]1[N:8]=[C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[O:10][CH:11]=1)(=O)=O.C[Sn](C)(C)[C:24]1[CH:29]=[CH:28][C:27]([NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:26][CH:25]=1.[Li+].[Cl-]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:19][O:18][C:14]1[CH:13]=[C:12]([C:9]2[O:10][CH:11]=[C:7]([C:24]3[CH:25]=[CH:26][C:27]([NH:30][C:31](=[O:37])[O:32][C:33]([CH3:35])([CH3:34])[CH3:36])=[CH:28][CH:29]=3)[N:8]=2)[CH:17]=[CH:16][CH:15]=1